My Boss's Daughter
By Montrose
Amy has her father's top executives well in hand.

The depth of her blue eyes would flummox any man. There is a lot going on behind them. 
A lot that no man will ever guess. But put them on a frame that stands six feet four inches 
with smooth, broad shoulders and wavy blonde hair, well, you can see how I got lost.

She is Amy, my boss's daughter. Other guys in the office had warned me, "don't let Amy 
catch you alone." But the pictures he had of her on his desk were of when she was twelve 
or fourteen. I was not prepared to be cornered by a twenty-year old Amazon looking for 
an amusing distraction from her dad's office party.

The party was held at his Penthouse, which took up a city block, thirty floors up. The 
lights of the city from his living room were breathtaking. He threw a party at his home for 
the senior staff in his small company every June 15, the anniversary of the company's 
founding. He served a heavy meal, along with strong drink, then gave a boring speech. 
After that, was chit-chat time. It wasn't a thrilling event, but as the newest man on this 
close-knit team, I figured I had better make a good showing.

My trouble started when I asked the directions to the bathroom.

"Down that hall, take a left and go to the end," said Matt, one of the guys I had been 
getting to know well. He gave me a worried look. "But move fast. In and out!" and then 
he patted me on the back like I was shipping off to a war zone.

I looked down the hall. The marketing VP and the Director of Logistics were coming 
back, standing close together and looking worried. They seemed to relax once they got 
back to the living  room.

"What's the deal?" I asked Matt. "Is Mr. Smalls keeping alligators down there?"

Matt asked, "Would you rather I went with you?"

"What? No!" I pulled away from Matt. Maybe he had misunderstood my friendliness. 
But the call of nature was getting too strong. I dismissed the odd notions creeping around 
my head and went down the hall. 

On the way back, I stopped at an intersection. Did I need to turn left or right? Was it this 
intersection or the next?

"Lost?" said a sweet voice.

I looked down, expecting to be looking at Mr. Smalls' little girl. What I was looking at 
was Mr. Smalls' little girls six-pack belly. I looked up. And up. I stand six feet even, so 
I'm not used to craning my neck to see into the eyes of a girl. And, as she was twenty and 
I was forty-six, I felt comfortable thinking of her as a girl rather than a woman. But the 
curves of her body were quite womanly. Yes, I did notice that.

Before I could answer she dropped a big hand on the back of my neck and steered me 
down one of the halls. "Let me show you the way," she purred.

"You must be Amy," I managed to say as she pushed me into a room. I had been as 
overcome by the lovely smell of her as I had been by the force of her hand. It felt good to 
stand so close to her. What was with all the warnings?

"That's right," she replied as she shut the door and leaned up against it. She almost 
blocked my view of the entire door. She was wearing a red mesh basketball jersey that 
had been ripped short in order to expose her firm belly.  Number 38 showed in white - it 
might have been her bra size (D cup), but the mesh holes gave testimony that she was not 
wearing a bra at the moment. Her pink areolas were perfectly round. Her nipples poked at 
two of the mesh holes. Below, she wore a skimpy, pleated skirt that dangled from her 
wide hips. It barely managed to cover her groin. I expected to see platform shoes on her 
feet to explain her height, but she was barefoot. 

She reached up and fluffed her hair. The muscle that hung from her arms far outdid my 
own, by a long shot. I knew that was why she was fluffing - to show off her guns. I 
gulped and backed up a step. My best guess at her weight put her at 225 pounds, well 
above my 165. So, now I started to guess at the meaning behind the warnings.

"So, you've heard of me. What have those bad boys been saying?" Amy asked.

I hesitated. I tried to remember anything they had said besides "stay away." The look in 
her deep blue eyes suggested that I was going to have to do a few things that might cost 
me my job before she would let me go. The worst part is, I knew I wanted to. So did 
Amy. She saw the bulge in my pants caused by the erection just looking at her was giving 
me.

She stepped toward me. She moved like a cat - very athletic and smooth for such a big 
person.

I backed up a step. "Uh.. they... they said..." my mind raced. "They said you go to the 
university!"

"That's right." She smiled down at me and took another step.

"And uh..." I backed up again. "That you... uh..." I took a guess, "That you're on the 
basketball team?"

Amy took another step. "That's right," she said. "Power forward and enforcer. We won 
state last year."

I took another step back and fell onto a bed. It must have been hers. There were stuffed 
animals everywhere.

Amy fell onto me, "I'm going to have you, little man," she whispered in my ear. "I'm 
going to have you whether you fight it or not, but I hope you fight. I like it when men 
struggle." And then she bit my neck, hard.

I began to yell, but her big hand fell over my mouth and nose. I couldn't breath! I 
grabbed at her wrist with my one free hand, but I couldn't move her hand. I tried pulling 
my head away, but she held my skull trapped between her skull and her hand.

Amy laughed in my ear as I suffocated. "That's right, little man. Let's see what kind of 
fight you have in you."

I thrashed and bucked under her. The only thing I got was tired. Once she had me 
dripping with sweat, she sat up.

"Is that all you have?" she asked. "Huh?" She slapped my face. "Is it?" (SLAP.) "Let me 
see some more, tough guy!" (SLAP.) I struggled some more but we both knew it would 
do no good. 

She flipped a wisp of hair out of her face, then slapped me again. She adjusted her top, 
then slapped me again. I kept fighting. She kept slapping, and casually laughing at me.

It was those humiliating slaps that drove me on. (SLAP.) "Come on." (SLAP) "Show me 
what you got." (SLAP) "Stupid little man." (SLAP)

Eventually, she got bored with that and spun around. She planted her round butt on my 
burning red face with her hands on my chest and her legs on my arms. Again, the move 
had been incredibly fast and agile for such a gigantic person! "Is that it? Is that all the 
fight you have? That's pathetic, you know. Just pathetic," she said as she settled down 
onto my face like a hen on an egg.

She punched me in the ribs. "Lick me!" she commanded.

I knew when I was beat. Though I had no air and it hurt to breath (it felt like she had 
broken a rib) I licked her asshole as she mashed it into my face. No panties.

Faintly, I heard her moans. She lifted up and let me do a more artful job of licking her 
back door. I felt her unzip my pants. She pulled my penis out and flipped it around in her 
hands. It felt as hard as a lead pipe. My hopes rose.

She slid her plump ass back and mashed her puffy clam into my face instead. While she 
rubbed my bone she slid her pie up and down on my face. First she worked slowly, but 
soon she mounted in speed and intensity. She kept it up until I thought she would rub my 
dick raw. My face, became quite wet.

When she finally came, I thought she would pull my cock off! I had not come and it was 
still as hard as wood. She twisted it, and squeezed it, and moaned. I yelled out below her.

She got off my face, turned around to face me, and sat on my chest. Her knees, once 
again, pinned my arms. 

I had not had much air under her rump and clam, so I was well past spent. Her? She 
panted a bit and was rosy in the cheeks, she seemed in excellent spirits. And why not? 
That orgasm she had on my face was powerful.

"Not bad, little man. I'm going to enjoy having you."

"Please, miss," I begged between gulps of air. "Please. You've nearly torn my dick off 
already. I'm too sore..."

"YOUR dick?" she asked. "You think I would let that big, nasty thing up inside me?"

I just lie there under her massive weight. What the hell was she talking about, then? What 
did she mean by having me, then?

She reached into a side table and pulled out a long tube. She brought it down to her groin. 
It stuck out like a... oh my god! It was a cock! A strap-on cock!

I fought with renewed strength. "There is no way I'm gonna..." I grunted as I struggled.

I actually got an arm free. Amy left it free and finished strapping on the device before she 
even bothered fighting back. The weight of her sitting on me was enough of an 
advantage.

To my surprise, she got up. She stood between me and the door with that vicious bone 
pointed at me. She tore the skirt off, popping buttons down the side. She left the revealing 
top on. "You wanna fight now, little man?" she asked. "Let's go! If you can make it to 
the door, even to just touch it, I'll let you go. If you can't, then you are my bitch."

I zipped up my pants. She waved me on.

I dropped a shoulder and plowed into her with all I had, right in her gut. I was hoping to 
drive her back into the door. She absorbed the blow and pushed me back onto the bed.

"You'll have to do better than that," she teased. "I'm beginning to think you want it up 
the ass."

"Holy crap," I muttered. Bashing into her had half rung my bell. I decided to try throwing 
her off balance and making a run for it. I had to get my hands on that door!

I faked a second charge. She fell for the move and bent to take the blow. I leaped and 
grabbed her in a headlock. I tried to flip her over my hip.

Instead she picked me up in a small package hold and crushed my face into my own knee. 
She crushed me into a smaller and smaller ball in midair until I groaned for release. Then 
she dropped me to the floor. 

I fell hard at her feet.

She let me recover.

I reached a hand toward the door as I lay on the floor. I was almost there! Then she 
stepped on my fingers and crushed them under her heel. I howled and she let up. I yanked 
my hand back.

I made a move on one of her legs. She just dropped down and crushed me to the floor 
under it. She kneeled on me with all her weight. "Please!" I begged. "Have mercy!"

"Mercy? Nope. Sorry," she replied in her sweet voice. "No mercy."

Then she really began to toy with me. I lost track of the ways she found to crush my skull 
between her mighty thighs. There were three variations of the figure four alone. In three 
different holds, she mashed my face into her ass and strangled me. In all of this I was 
little more than a limp, red-faced doll against her muscular efforts.

And, in all these holds, she kept me just out of reach of the door. She seemed to take 
pleasure in watching me stretch for it. She even moved closer to give me hope.

Then she moved on to body scissors. She crushed the air from me while she smothered 
me in her massive tits. By now she had removed the jersey. In this hold her strap-on 
boner dug into my side, reminding me of what was to come.

I was all but unconscious when she tossed me up onto her bed, face down. I couldn't 
move. She yanked my pants down to my ankles. Then she lubed me, and slowly worked 
that dong she was wearing up my ass. There was nothing I could do about it but moan.

She whispered in my ear from behind. "You like that, little man? How about some 
more?" She sank in another inch. She kept grinding on me until my legs went numb. She 
pushed deeper.

"Please! Please!" I kept whimpering.

"Yeah... you like that, little man, I can tell." she snarled. "Tell me you like it or I'll keep 
it up all night."

"I like it! I like it!" I whimpered.

"I don't believe you," she replied. "You're gonna have to convince me." She humped me 
faster.

I begged for mercy and moaned that I loved what she was doing, all at once! It felt like 
she was killing me, but my only hope was to convince her! "You're the best! OH! 
Mercy!" I moaned. "I love it! Please don't hurt me! Give me more!"

"You're my bitch, now, aren't you, little man."

"Yes!"

"Say it, then."

"I'm your bitch!"

"Louder!" She crammed the entire tool into me for the first time.

"I'M YOUR BITCH! OUCH! OH, GOD! I LOVE IT!"

It went on like that for quite some time. She would alternate between hard fast fucks and 
slow moaning strokes.

After a while, she dropped her upper body down on me, crushing the air from me. She 
put her lips to my ear and whispered, "When my daddy dies, I'm taking over his little 
company. You got that?"

"Yes," I gasped.

"I don't expect any trouble out of you when I become the owner."

"No trouble," I groaned.

"You're my bitch now, and you're going to be my bitch then. When I say fuck me, you 
are going to drop your panties and bend over my desk. You got it?"

"Yes, miss. Got it," I replied.

"Good, little man." She raised up and humped like she was sprinting to the finish line. 
But the finish line must still have been quite a ways off, because it lasted forever. My 
god, but she was in great physical shape.

Eventually, she got off of me. She ripped her bone out of me, took it off, and chucked it 
into a corner, then she pulled my pants back up. She dressed me like I was a baby. 
"That's all, for now, my little man. We'll have more fun some other time."

She forced me to eat her clam again, then to lick up her drippings. "Good little man," she 
kept moaning. I don't think she even bothered to learn my name. 

I looked up into her deep blue eyes. It was at that moment that I knew I was ruined for 
other women. She owned me like a dog. I was truly her bitch.

She pulled on a party dress (no panties or bra still). I sat on her bed with my gooey 
asshole on fire. Actually, every part of me felt the pain of our encounter. I could barely 
lift my arms, and my legs felt disjointed.

Amy hoisted me to my feet. She straightened my tie and fluffed my hair. "Go wash your 
face," she told me. "You smell like my bush." Then she pinched my cheek hard, leaving a 
bruise, and walked out of the room.

The door that had been impossible to reach just an hour ago, by my watch, stood 
unguarded and wide open. I limped out into the hall.

I ran into my boss. "Lost?" he asked. He sounded like a deep-voiced version of his 
daughter. A shiver ran up my spine. I feared that he knew everything.

"Bathroom," I murmured.

He chuckled. "Straight down the hall. Not used to strong drink, eh? You better switch to 
water for a while." He patted me on the back and kept walking. I watched as he bounced 
off both walls. Thank God he was drunk.

I returned from the restroom, as freshened up as I could be, though I still hurt all over.

Matt, grabbed my arm. "You got lost, didn't you."

"Ouch!"

Matt let go. "Sorry. I know how you feel. Amy has trapped all of us in that hall at one 
time or another. She has a thing for raping the men that work for her dad."

"Now you tell me," I groaned.

I saw Amy from across the room. She was laughing and talking amiably with some of the 
men's wives. She stood head and shoulders over anyone around her. She smiled at me 
and winked. I wondered if any of those ladies knew that she was making bitches out of all 
their men. Some of them probably did. They may have even carried the game on at home. 

I was grateful that I didn't have a wife. No woman would have compared well standing 
next to Amy.

I gulped. "Does she..." I didn't know how to finish my question.

"Does she ever do the same man twice?" Matt read my mind. "Sometimes. She lets you 
recover first, though, bless her heart. She took me last year. To be honest, there are parts 
of it I wouldn't mind living through again."

I nodded. Amy smiled, then broke eye contact. She knew she could have me any time she 
wanted. I wished that I had not washed her come from my face. I wanted to smell her 
again.

Hours later, and with a small bourbon buzz going, I called for a cab and thanked my boss 
for his hospitality. Amy came over while her dad was standing next to me. "It was very 
nice... having you... this evening," she said as she held out her hand. 

I submerged the urge to flinch and managed to slowly hold my hand out and put it in 
hers. Her fingers wrapped around my hand and crushed it. I smiled up at her and tried to 
not show the pain. Amy didn't show that she was putting any pressure at all into her 
handshake. But I was sure that if she didn't let go soon, I would not have a hand left.

"She is a gem, isn't she?" said her tipsy dad. "She's become quite the lady of the house 
since her mother passed away."

I groaned. Then I dropped to one knee. Finally, Amy let go. "Are you all right, sir?" she 
asked.

"Oh me! I'm glad you're taking a cab!" her father said. "Amy, see him down and see that 
he gets safely home, wont you please?"

"Of course, father."

"No need," I squeaked as I clutched my broken fingers.

"Now, I insist!" said my Mr. Smalls. You're in no shape. Amy see him home. You can 
take the cab back."

"Yes, father," she said, sweetly. With that she ushered me to the elevator.

"Please don't hurt me anymore, miss!" I begged after we were alone in the elevator.

"Stop sniveling, fool," she said and slapped my face.

I stopped, but I was panting with fear.

"I'll take it easy on you," she said. Then she blushed. "It's just that... well... I've 
changed my mind about letting that big, nasty thing of yours up inside me." She bent 
down to me and kissed me gently. My knees buckled. "I want an older, experienced man, 
like you. I want it bad. I want you inside me." She groaned with lust.

"I'll do anything you say," I moaned, delighted but still fearful. My hands ran up and 
down her powerful back.

"Damn right," she said. "Just be gentle, at least at first. I'm not a virgin, but me and my 
college boyfriend, we've only done it a few times." Her face was as red as some of the 
welts she had given me. "I want to learn more."

You can't imagine how welcome this news was to me, even if I knew she would hurt me 
in the process. Sweet Jesus! I kissed her back and buckled her damn knees!

I managed to teach her a lot, the sweet young thing. Three hours later, even though I was 
still officially her bitch, I was her favorite bitch. 

While I took her doggy style, showing her some trick strokes and a wrap around that 
blew her mind - stuff her college boy never heard of - she promised to make me her 
"right hand man at the company."

As Amy put it, "Your future with the company is bright, little man."

Yes. Bright, pleasurable, and painful.